Name | 3'-Chloroacetophenone |
Synonyms | m-chloroacetonenone M-CHLOROACETOPHENONE 3-Chloroacetophenone 3'-Chloroacetophenone 3'-CHLOROACETOPHENONE 3-Chloro Acetophenone 3'-Chloroacetylphenone 1-(3-chlorophenyl)-ethanon 1-(3-Chlorophenyl)ethanone 1-(3-CHLOROPHENYL)ETHANONE Ethanone, 1-(3-chlorophenyl)- 3'-Chloroacetophenone 1-(3-Chlorophenyl)ethanone 3-Chloroacetophenone |
CAS | 99-02-5 |
EINECS | 202-721-8 |
InChI | InChI=1/C8H7ClO/c1-6(10)7-3-2-4-8(9)5-7/h2-5H,1H3 |
InChIKey | UUWJBXKHMMQDED-UHFFFAOYSA-N |
Molecular Formula | C8H7ClO |
Molar Mass | 154.59 |
Density | 1.191g/mLat 25°C(lit.) |
Boling Point | 227-229°C(lit.) |
Flash Point | 221°F |
Appearance | Liquid |
Specific Gravity | 1.191 |
Color | Clear colorless to yellow |
BRN | 636318 |
Storage Condition | Sealed in dry,Room Temperature |
Sensitive | Lachrymatory |
Refractive Index | n20/D 1.550(lit.) |
Physical and Chemical Properties | Density 1.184 boiling point 241°C refractive index 1.548-1.551 flash point 105°C |
Use | Used as raw materials for pharmaceutical synthesis, mainly for the synthesis of epilepsy drug carbamazepine, etc.; Can also be used as fine chemicals, pesticides and other intermediates |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R36 - Irritating to the eyes R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S13 - Keep away from food, drink and animal foodstuffs. S7/9 - |
UN IDs | UN 3416 6.1/PG 2 |
WGK Germany | 3 |
FLUKA BRAND F CODES | 19 |
TSCA | Yes |
HS Code | 29147090 |
Hazard Note | Harmful/Irritant/Lachrymatory |
Hazard Class | 6.1 |
Packing Group | II |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Application | M-chloroacetophenone is an organic intermediate, which can be prepared from benzoyl chloride as the initial raw material and can be used in the synthesis of 2,3 '-dichloroacetophenone. |
preparation | The first step is to use anhydrous ethyl ether as solvent, carbon tetrachloride as initiator catalyst, magnesium, anhydrous ethanol and diethyl malonate, under normal pressure and 20 ℃ ~ 35 ℃, heating and refluxing for 2~4 hours, the diethyl ethoxymagnesium malonate can be obtained, and the conversion rate of diethyl malonate can reach 85% ~ 90%, under normal pressure and at 30~35 ℃, M-chlorobenzoyl malonate Diethyl ester is formed by the reaction of diethyl ethoxymagnesium malonate with M-chlorobenzoyl chloride. The conversion of M-chlorobenzoyl chloride is 90% and the selectivity is 85%; the third step is in the sulfuric acid aqueous solution, under normal pressure and 90 ℃ ~ 110 ℃ temperature, heating reflux 3~5 hours from M-chlorobenzoyl malonate Diethyl ester hydrolysis and decarboxylation to produce m-chlorophenyl ethyl ketone, the rate of hydrolytic decarboxylation was almost 100%. The reaction mixture after hydrolysis and decarboxylation is separated by distillation, M-chloroacetophenone with content ≥ 99% can be obtained, and the yield of the product can reach 75% ~ 85%. |
uses | used as raw materials for pharmaceutical synthesis, mainly used in the synthesis of epilepsy drug carbamazepine, etc., but also as a fine chemical, pesticides and other intermediates used as raw materials for pharmaceutical synthesis, mainly for the synthesis of epilepsy drug carbamazepine; Also can be used as fine chemicals, pesticides and other intermediates |